5 Windward Ln
Madison, CT 06443
Madison Center
4 Beds
3.5 Baths
3,214 sqft (on 0.52 acres)
4 Beds
3.5 Baths
3,214 sqft
(on 0.52 acres)
Local Information
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Description
At the heart of seaside living, it is the relationship between the home and the water; this impeccable residence affords a lifestyle, an ease of living that will be enjoyed and coveted by the one lucky enough to live there. Perfectly sited on Windward Lane, this home boasts deeded beach that provides access to a "toes in the sand" beach and is also just a stone's throw to Madison's quaint village. The home lends itself to carefree living - exterior Hardie Board siding, each room impeccable, presented together by a functional and appealing floor plan. Gracious living room with fireplace, built-ins and book shelves opens to the dining room, a wonderful size for entertaining. The kitchen, which is truly the hub of the home, is outfitted with white cabinetry and granite counter tops with large, functional center island. Found in the rear of the home is a charming four season sun room- light and bright and a perfect place to relax with a good book. Desirable master bedroom with spa-like full bath is on the main level of the home. Cozy family room with fireplace, handsome office, laundry room and half bath complete the first level. The upstairs offers three more bedrooms, a nursery area as well as two more full baths. Enjoy the warmth of summer days sitting by brick patio or meandering on the lush lawn of the half acre parcel of professionally landscaped grounds. Truly an exceptional home in a wonderful beach community just waiting for the discriminating buyer.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.
Home Highlights
Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info
Home Details for 5 Windward Ln
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Heating & Cooling Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air |
Levels, Entrance, & Accessibility Stories: 2Floors: Hardwood |
Interior Details Number of Rooms: 9Ceiling Fan |
Appliances & Utilities DishwasherDisposalDryerMicrowaveRefrigeratorWasher |
Fireplace & Spa Fireplace |
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Exterior Home Features Roof: OtherExterior: OtherGardenPatio |
Parking & Garage GarageParking: Garage Attached |
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Year Built Year Built: 1973 |
Property Type / Style Property Type: Single Family HomeArchitecture: Colonial |
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Lot Area: 0.52 acres |
Price History for 5 Windward Ln
| Date | Price | Event | Source |
|---|---|---|---|
| 08/23/2019 | $1,012,000 | Sold | Smart MLS #170193894 |
| 06/02/2019 | $1,100,000 | Pending | Agent Provided |
| 05/13/2019 | $1,100,000 | Listed For Sale | Agent Provided |
| 09/02/1998 | $420,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $19,983 |
| Assessment | $890,900 |
Home facts updated by county records
Comparable Sales for 5 Windward Ln
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.40 | Single-Family Home | $1,100,000 | 12/18/25 | 4 | 2.5 | 3,031 | |
0.36 | Single-Family Home | $1,045,000 | 09/26/25 | 4 | 3 | 1,891 | |
0.39 | Single-Family Home | $895,000 | 02/02/26 | 4 | 2.5 | 2,691 | |
0.36 | Single-Family Home | $1,453,000 | 08/29/25 | 5 | 3.5 | 2,647 | |
0.52 | Single-Family Home | $1,225,000 | 06/19/25 | 4 | 3 | 2,340 | |
0.35 | Single-Family Home | $1,186,900 | 05/08/26 | 3 | 2.5 | 1,712 | |
0.47 | Single-Family Home | $2,505,000 | 10/27/25 | 4 | 3.5 | 3,160 | |
0.56 | Single-Family Home | $1,927,500 | 08/19/25 | 3 | 2.5 | 2,700 | |
0.53 | Single-Family Home | $2,505,000 | 10/28/25 | 4 | 3.5 | 3,168 | |
0.35 | Single-Family Home | $487,666 | 12/12/25 | 5 | 2 | 2,436 |
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Assigned Schools
These are the assigned schools for 5 Windward Ln.
- J. Milton Jeffrey Elementary School
- K-3
- Public
- 362 Students
10/10GreatSchools RatingParent Rating AverageExcellent. Jeffrey school IS the place to be!Parent Review8y ago - Daniel Hand High School
- 9-12
- Public
- 828 Students
10/10GreatSchools RatingParent Rating AverageI feel very unsafe when in the presence of many school administrators. I wouldn’t wish the experience I’ve had here on my worst enemy. I feel constantly harassed by some teachers but more namely the school administrators, including the Vice principal. Every day I try to come in with a positive attitude about this place, but someone has to ruin it. There are however some teachers that do a great job teaching and making everyone feel safe, but the negatives outweigh this way too much.Student Review11mo ago - Dr. Robert H. Brown Middle School
- 4-5
- Public
- 354 Students
9/10GreatSchools RatingParent Rating AverageThe school is great. The teachers help you as much as they can and they want you to have as much fun as possible. At the end of every trimester some related arts classes let parents come to the school to watch there kid (in Xylorythems, Theater arts, Music and Art.) There is some bullying but you can quicky report if someone is bullying you and they will quickly handle it.Student Review2y ago - Walter C. Polson Upper Middle School
- 6-8
- Public
- 520 Students
9/10GreatSchools RatingParent Rating AverageMy kids are currently attending Polson MS and are receiving an excellent education that is preparing them for high school and beyond. The course work is challenging and homework is not lacking, however, the teachers are readily available to the students for extra help before and after school. But even with all the hard work the school has great spirit and the kids have fun either in sports, theater, music or what ever their area of interest is. The schools drew us to Madison and the location has kept us! GREAT TOWN! I believe the parent involvement in the school system is a primary driver for why the school system is so successful.Parent Review14y ago 
Check out schools near 5 Windward Ln.
Neighborhood Overview
Neighborhood stats provided by third party data sources.
What Locals Say about Madison Center
At least 1 Trulia users voted on each feature.
100 % Say it's walkable to grocery stores
100 % Say it's walkable to restaurants
100 % Say it's dog friendly
100 % Say there's wildlife
100 % Say neighbors are friendly
50 % Say there are community events
50 % Say streets are well-lit
Sourced by Trulia users. Learn more about our methodology.
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Homes for sale near 5 Windward Ln
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Off Market Homes Near 5 Windward Ln
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5 Windward Ln, Madison, CT 06443 is a 4 bedroom, 4 bathroom, 3,214 sqft single-family home built in 1973. 5 Windward Ln is located in Madison Center, Madison. This property is not currently available for sale. 5 Windward Ln was last sold on Aug 23, 2019 for $1,012,000. The current Trulia Estimate for 5 Windward Ln is $1,702,800.